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arsenated fatty acids.

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YATENTS co, me, or new or sLBEnrELn, GERMANY, Asswnon 'ro SYNTHETICscan, n. Y.. a coaronarron or new roan.

YOHIMBIN-AB ENIC PHARMACEUTICAL YRODUCT.

No Drawing.

To all whom. it may (once/"n:

Be it known that I, WILHELM Gm'lrrnrim, doctor of philosophy, chemist,citizen of the German Empire, residing at Elberfield, Germany, haveinvented new and useful Improvements in Yohimbin-Arsenic Pharmaceuticallroducts, of which the following is a specification.

This invention relates to yohimbin compounds containing arsenic, andpertains particularly to the salts of yohimbin with arsehiccontainingacids, which salts have been found to possess a valuable remedial actionagainst sexual debility. The acids used as starting materials may bearsenous or'.ar senic acids themselves or their organic derivatives,

and phenyl-arsinic acids and their derivatives may be used and alsoderivatives of the trivalent arsenic containing an acid group, forexample,arsenophenyhglycin and halogen arseno fatty acids.

The new salts of yohimbin are chemical substances which are very stable,a property which could not have been foreseen since ar senic acid is astrong oxidizing agent. It is alsowell known that quiru'niivalentorganic acid compounds are easilyconverted into trivalent substances butdespite this fact yohimbin forms, even with arsenated fatty acids,solid, stable water-soluble salts.

A beneficial e fiect similar to that produced by the salts is alsoobtained with mixtures of yohimbin with the above mentioned ar-' senicderivatives.

The methods by which the new products may be obtained is illustrated bythe following examples:

150.? parts arsenic acid and Example 1: 368 parts yohimbin are dissolvedin 1500 the liquid is filparts water. If necessary tered and evaporated.The residue is mixed with acetone and the salt thus obtained is filtered0E and dried at 100. Arsenate of ohimbin forms an almost colorlesspowder with a melting point of 243.

- The corresponding methyl arsinlc acid salt of yohimbin is obtainedfrom 130 parts methyl arsinic acid and 368 parts yohimbm. It is analmost colorless crystalline powder with a melt-inn point of 203. a

Example .2: 202 parts phenyl ar'sini acid and 368 parts yohimbin aredissolved in 1000 parts alcohol. Tothis solution ether Specification ofLetters Patent.

such as the arsenic acids and the- Thus methyl-, ethyl-,

' the alkaloid would produce an I claim u'able remedial properties,

is added and the salt which is thus precipitated is filtered oil afterstanding for some time. The salt is then dried in an exsiccator and thenat higher temperature. The thus obtained phenyl arsinate of yohirnbin isan Patented June 3, 19th. Application filed December 1, 1915. Serial No.64,469.

almost colorless powder which melts indis- I tinctly at about 140.

Example 3: 462.5 parts chlor-arseno-behenolic acid and 368 partsyohimbin are dis: solved in 10000 to 15000 parts acetone. a necessarythe solution is filtered and the filtrate carefully evaporated. Astringy paste remains at first, which, after standing for a short timein an exsiccator becomes sell and can then be easily pulverized. Thechlor-arseno-behenolate faintly colored powder which melts indistinctlyat about 90 alcohol and acetone.

"That these salts would be suitable for practical use was not to beanticipated since both 'yohimbin and arsenic exert a pronouncedirritating effect upon Contrary to the natural assumption that and issoluble in Water,

of yohimbin is a" the intestine.

the form of the arsenic-containing salts pig;-

increased 11'- rit-ation, it has been foundthat this irritation isdiminished, and. that their action upon the intestine diifers favorablyfrom the yohimbin salts previously employed.

1. The herein described new yohimbin compounds containing arsenic, whichare solid, stable substances remedial properties, scribed. "2. Theherein described new products comprising yohimbin associated with arl. q

senic-eontaining acids, said products being having valuablesubstantiallv as desolid, stable compounds having valuable remedialproperties, substantially as described. v

3. The herein described new salts himbin with arsenic-containing acids,

of yowhich are stable and water-soluble and possess valdescribed.

4:. The herein described new salts of yohimbin with such organiccompounds as are substantially as arsenic-containing acids, said saltsbeing.

stable and water soluble and possess1nvaluable remedial properties,described.

5. The herein described new salts of yosubstantial as '5" valuablemniedial pra'perties;

himbin'with organic derivatives of arsenicacid, which are stable andpossess valuable remedial pi'opeities, substantially as described.

'6. The hereindesc 'ibed new salts'of yohimbin with fatty acidderivatives containing a'rsenie, which are stable and possesssubstantially as describcl.

7. Tim herein described new salt of yohimbiz with'ehlbr-arseno behenolicacid, which my hand in the is stable and water soluble, and meltsindistinctly at about 90 (1.; substantially as described;

In testimony whereof I have hereunto set 15 presenceiof two subscribingWitnesses; I

WILHELM GRUTTEFIEN. [In 8.] Withe'sses:

ALBERT NUFEB,

FRANCES NUFER.

